A convenient synthesis of isothianaphthene oligomers and their electrochemical studies

✍ Scribed by Yusuke Shimizu; Zhen Shen; Satoshi Ito; Hidemitsu Uno; Jörg Daub; Noboru Ono

• Book ID: 104252252
• Publisher: Elsevier Science
• Year: 2002
• Tongue: French
• Weight: 84 KB
• Volume: 43
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(02)02054-3

✦ Synopsis

Bi-and tri-isothianaphthene-a,v-dicarbaldehydes were easily synthesized by using 4,7-dihydro-4,7-ethano-2-benzo[c]thiophene as a useful synthon of 1,3-unsubstituted isothianaphthene. The UV-vis absorptions of oligo-isothianaphthene derivatives exhibit a considerable bathochromic shift compared to the cases of other oligo-thiophene analogs, and their cyclic voltammetry shows narrowed HOMO-LUMO gaps of the isothianaphthene derivatives. This indicates high efficiency of p-electron delocalization in the oligo-isothianaphthenes along the conjugated backbone.